Fungicidal combinations comprising thieno[2,3-d]pyrimidin-4-one

Abstract

The invention relates to novel fungicidal compositions having a synergistically increased action, wherein component a) is a thieno[2,3-d]pyrimidin-4-one of formula I wherein R 1 is halogen, R 2 is C 2 -C 5 alkyl, —CH 2 -cyclopropyl and R 3 is C 2 -C 5 alkyl, —CH 2 -cyclopropyl; in association with b) either an azole fungicide (II), or an anilinopyrimidine fungicide (III), or a morpholine fungicide (IV), or a strubilurin compound (V), or a pyrrole compound (VI), or a phenylamide (VIII), or a dithiocarbamate fungicide selected from mancozeb, maneb, metiram and zineb, or a copper compound selected from copper hydroxide, copper oxychloride, copper sulfate and oxine-copper, or sulfur, or prochloraz, or triflumizole, or pyrifenox, or acibenzolar-S-methyl, or chlorothalonil, or cymoxanil, or dimethomorph, or famoxadone, or quinoxyfen, or fenpropidine, or spiroxamine, or triazoxide, or BAS50001F, or hymexazole, or pecycuron, or fenamidone, or MON65500, or guazatine.

What is claimed is:  
     
         1 . A method of combating phytopathogenic diseases on crop plants which comprises applying to the crop plants or the locus thereof being infested with said phytopathogenic disease an effective amount of 
 a) a thieno[2,3-d]pyrimidin-4-one derivative of formula I                           wherein 
 R 1  is halogen,  
 R 2  is C 2 -C 5 alkyl, —CH 2 -cyclopropyl and  
 R 3  is C 2 -C 5 alkyl, —CH 2 -cyclopropyl;  
    in association with an amount of    b) either an azole of formula II                           wherein 
 A is selected from  
                     
  whereby the β-carbon attaches to the benzene ring of formula III, and wherein R 5  is H, F, Cl, phenyl, 4-fluorophenoxy or 4-chlorophenoxy;  
 R 6  is H, Cl or F;  
 R 7  and R 8  are independently H or CH 3 ;  
 R 9  is C 1-4 alkyl or cyclopropyl;  
 R 10  is 4-chlorophenyl or 4-fluorophenyl;  
 R 11  is phenyl, and  
 R 12  is allyloxy, C 1-4 alkyl, or 1,1,2,2-tetrafluoroethoxy-methyl, and the salts of such azole fungicide;  
    or an anilinopyrimidine of formula III                           wherein 
 R 4  is methyl, 1-propynyl or cyclopropyl;  
    or a morpholine fungicide of formula IV                           wherein 
 R 13  is C 8-15 cycloalkyl, C 8-15 alkyl, or C 1-4 alkylphenyl-C 1-4 alkyl, and the salts of such morpholine fungicide;  
    or a strobilurin compound of formula V                           wherein 
 X is NH or O,  
 Y is CH or N, and  
 R 14  is 2-methylphenoxy-methyl, 2,5-dimethylphenoxy-methyl, 4-(2-cyanophenoxy)-pyrimidin-6-yloxy, 4-(3-trifluoromethylphenyl)-3-aza-2-oxa-3-pentenyl or (2-trifluoromethyl)-pyrid-6-yloxymethyl;  
    or a pyrrole compound of the formula VI                           wherein 
 R 15  and R 16  are independently halo, or together from a perhalomethylendioxo bridge;  
    or a phenylamide of the formula VII                           wherein 
 R 17  is benzyl, methoxymethyl, 2-furanyl, chloromethyl or  
                     
 R 18  is 1-methoxycarbonyl-ethyl, or  
                     
 Z is CH or N,  
 R 21  is hydrogen or methyl,  
 R 22  is hydrogen or methyl;  
   or a copper compound selected from copper hydroxide, copper oxychloride, copper sulfate and oxine-copper;    or sulfur;    or with a compound of formula VIII                          or with a compound of formula IX                          or with a compound of formula X                          or with a compound of formula XI                          or with a compound of formula XII                          or with a compound of formula XIII                          or with a compound of formula XIV                          or with a compound of formula XV                          or with a compound of formula XVI                          or with a compound of formula XVII                          or with a compound of formula XVIII                          or with a compound of formula XIX                          or with a compound of formula XX                          or with a compound of formula XXI                          or with a compound of formula XXII                          or with a compound of formula XXIII                          or with a compound of formula XXIV                          or a compound of formula XXV                           wherein 
 n is 0 or 1 or 2 etc, and  
 R is hydrogen or —C(═NH)NH 2 ;  
 which synergistically enhances the activity against phytopathogenic diseases.  
   
     
     
         2 . A method according to  claim 1  wherein the component a) comprises a compound of the formula I wherein R 1  is chloro or bromo, R 2  is n-propyl, n-butyl, i-butyl and R 3  is n-propyl, n-butyl, i-butyl.  
     
     
         3 . A method according to any one of  claims 1  to  2  wherein the component b) is selected from the group comprising pyrimethanil, cyprodinil, cyproconazole, hexaconazole, difenoconazole, etaconazole, propiconazole, tebuconazole, triticonazole, flutriafol, epoxiconazole, fenbuconazole, bromuconazole, penconazole, imazalil, tetraconazole, flusilazole, metconazole, diniconazole, fluquinconazole, myclobutanil, triadimenol, bitertanol, dodemorph, tridemorph, fenpropimorph, copper hydroxide, copper oxychloride, copper sulfate, oxine-copper, sulfur, kresoxim-methyl, azoxystrobin, 2-[2-(2,5-dimethoxyphenoxy-methyl)-phenyl]-2-methoximino-acetic acid N-methyl-amide, methyl 2-{2-[4-(3-trifluoromethylphenyl)-3-aza-2-oxa-3-pentenyl]-phenyl}-2-methoxyimino-acetate, fenpiclonil, fludioxonil, benalaxyl, furalaxyl, metalaxyl, R-metalaxyl, orfurace, oxadixyl, carboxin, prochloraz, triflumizole, pyrifenox, acibenzolar-S-methyl, chlorothalonil, cymoxanil, dimethomorph, famoxadone, quinoxyfen, fenpropidine, spiroxamine, ZEN90160, BAS50001F, hymexazole, pencycuron, fenamidone, MON65500, guazatine and triazoxide, preferably selected from a group comprising cyproconazole, hexaconazole, difenoconazole, propiconazole, tebuconazole, flutriafol, epoxiconazole, fenbuconazole, bromuconazole, penconazole, tetraconazole, flusilazole, metconazole, diniconazole, triadimenol, fluquinconazole and prochloraz; and especially propiconazole, difenoconazole, penconazole, tebuconazole, prochloraz, epoxiconazole and cyproconazole, more specifically selected from a group comprising cyprodinil, tridemorph, fenpropimorph, kresoxim-methyl, azoxystrobin, methyl 2-{2-[4-(3-trifluoromethylphenyl)-3-aza-2-oxa-3-pentenyl]-phenyl}-2-methoxyimino-acetate, acibenzolar-S-methyl, chlorothalonil, famoxadone, quinoxyfen and fenpropidine; and especially cyprodinil, fenpropimorph, kresoxim-methyl, azoxystrobin, methyl 2-{2-[4-(3-trifluoromethylphenyl)-3-aza-2-oxa-3-pentenyl]-phenyl}-2-methoxyimino-acetate, acibenzolar-S-methyl and fenpropidine.  
     
     
         4 . A method according to  claim 3  wherein component a) is selected from the group comprising compound I.01, compound I.02, compound I.03, compound I.04, compound I.05, compound I.06, compound I.07, compound I.08, compound I.09 and compound I.11.  
     
     
         5 . A fungicidal composition comprising a fungicidally effective combination of component a) and component b) as defined in  claim 1 , wherein the components are present in amounts which synergistically enhances the activity against phytopathogenic diseases.  
     
     
         6 . A composition according to  claim 5  wherein the weight ratio of a) to b) is between 100:1 and 1:400.  
     
     
         7 . A composition according to  claim 5  wherein the component a) comprises a compound of the formula I wherein R 1  is chloro or bromo, R 2  is n-propyl, n-butyl, i-butyl and R 3  is n-propyl, n-butyl, i-butyl.  
     
     
         8 . A composition according to any one of claims  6  or  7  wherein the component b) is selected from the group comprising pyrimethanil, cyprodinil, cyproconazole, hexaconazole, difenoconazole, etaconazole, propiconazole, tebuconazole, triticonazole, flutriafol, epoxiconazole, fenbuconazole, bromuconazole, penconazole, imazalil, tetraconazole, flusilazole, metconazole, diniconazole, fluquinconazole, myclobutanil, triadimenol, bitertanol, dodemorph, tridemorph, fenpropimorph, copper hydroxide, copper oxychloride, copper sulfate, oxine-copper, sulfur, kresoxim-methyl, azoxystrobin, 2-[2-(2,5-dimethoxyphenoxy-methyl)-phenyl]-2-methoximino-acetic acid N-methyl-amide, methyl 2-{2-[4-(3-trifluoromethylphenyl)-3-aza-2-oxa-3-pentenyl]-phenyl}-2-methoxyimino-acetate, fenpiclonil, fludioxonil, benalaxyl, furalaxyl, metalaxyl, R-metalaxyl, orfurace, oxadixyl, carboxin, prochloraz, triflumizole, pyrifenox, acibenzolar-S-methyl, chlorothalonil, cymoxanil, dimethomorph, famoxadone, quinoxyfen, fenpropidine, spiroxamine, ZEN90160, BAS50001F, hymexazole, pencycuron, fenamidone, MON65500, guazatine and triazoxide, preferably selected from a group comprising cyproconazole, hexaconazole, difenoconazole, propiconazole, tebuconazole, flutriafol, epoxiconazole, fenbuconazole, bromuconazole, penconazole, tetraconazole, flusilazole, metconazole, diniconazole, triadimenol, fluquinconazole and prochloraz; and especially propiconazole, difenoconazole, penconazole, tebuconazole, prochloraz, epoxiconazole and cyproconazole, more specifically selected from a group comprising cyprodinil, tridemorph, fenpropimorph, kresoxim-methyl, azoxystrobin, methyl 2-{2-[4-(3-trifluoromethylphenyl)-3-aza-2-oxa-3-pentenyl]-phenyl}-2-methoxyimino-acetate, acibenzolar-S-methyl, chlorothalonil, famoxadone, quinoxyfen and fenpropidine; and especially cyprodinil, fenpropimorph, kresoxim-methyl, azoxystrobin, methyl 2-{2-[4-(3-trifluoromethylphenyl)-3-aza-2-oxa-3-pentenyl]-phenyl}-2-methoxyimino-acetate, acibenzolar-S-methyl and fenpropidine.  
     
     
         9 . A composition according to  claim 8  wherein component a) is selected from the group comprising compound I.01, compound I.02, compound I.03, compound I.04, compound I.05, compound I.06, compound I.07, compound I.08, compound I.09 and compound I.11.  
     
     
         10 . A method according to  claim 1  for treating plant propagation material, preferably seeds.